EP0063092A1 - Pneu - Google Patents

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Publication number
EP0063092A1
EP0063092A1 EP82630031A EP82630031A EP0063092A1 EP 0063092 A1 EP0063092 A1 EP 0063092A1 EP 82630031 A EP82630031 A EP 82630031A EP 82630031 A EP82630031 A EP 82630031A EP 0063092 A1 EP0063092 A1 EP 0063092A1
Authority
EP
European Patent Office
Prior art keywords
tire
tread
phr
rubber
resin
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP82630031A
Other languages
German (de)
English (en)
Other versions
EP0063092B1 (fr
Inventor
Richard Martin Scriver Jr.
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Goodyear Tire and Rubber Co
Original Assignee
Goodyear Tire and Rubber Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Goodyear Tire and Rubber Co filed Critical Goodyear Tire and Rubber Co
Publication of EP0063092A1 publication Critical patent/EP0063092A1/fr
Application granted granted Critical
Publication of EP0063092B1 publication Critical patent/EP0063092B1/fr
Expired legal-status Critical Current

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B60—VEHICLES IN GENERAL
    • B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
    • B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
    • B60C1/0016—Compositions of the tread
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L21/00—Compositions of unspecified rubbers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
    • C08L9/06—Copolymers with styrene

Definitions

  • This invention relates to tires.
  • the invention particularly relates to pneumatic tires having a rubber tread composition.
  • Pneumatic rubber passenger tires are composed of elements which conventionally include a tread of a rubber composition.
  • the tread rubber is conventionally compounded to provide reasonable passenger comfort, wear and traction.
  • a pneumatic rubber tire is provided with a sulfur vulcanized rubber tread composition containing carbon black, zinc oxide, cure accerlerator, fatty acid and/or metal salt thereof, such as for example, stearic acid or zinc stearate, and rubber processing oil; wherein said tread composition also contains about 2 to about 15, preferably about 3 to about 10 parts by weight per 100 parts by weight rubber (phr) of a ring-opened polymerized dicyclopentadiene resin characterized by having a softening point in the range of about 95°C to about 120°C.
  • such tread composition is comprised of diene rubber, about 60 to about 90-phr carbon black, about 2 to about 5 phr zinc oxide, about 2 to about 5 phr stearic acid and/or zinc stearate, cure accelerator in the range of about 0.5 to about 2 phr and, on a basis prior to curing the rubber, sulfur in the range of about 0.5 to about 2.5 phr.
  • tread rubber composition is considered to be general in nature and selection and quantity of ingredients may be optimized for special applications.
  • the resin is required to be prepared by a ring-opening polymerization of dicyclopentadiene and thereby composed of at least 90 percent of repeating units having the following ring opened type of structure:
  • the poly(dicyclopentadiene), in effect, replaces about 5 to about 20 phr of the normally desired processing oil.
  • the dicyclopentadiene resin were not used, it would be expected that an amount of processing oil would be increased by about 5 to about 20 phr.
  • the dicyclopentadiene resin in a sense, replaces a part of the processing oil on the basis of about 0.5/1 to about 1/1 parts by weight resin per part by weight replaced oil.
  • the invention is particularly applicable to pneumatic tires having a generally toroidal shape with two spaced, essentially inextensible beads, outer tread adapted to be ground-contacting, sidewalls contacting said beads and tread and a supporting carcass.
  • pneumatic tire is used herein to refer to tires of both the pneumatic and semi-pneumatic type.
  • pneumatic tires rely upon an internal air pressure to maintain its shape when mounted on a rim and placed under load
  • a semi-pneumatic tire although containing a gas such as air which might be under pressure in the tire cavity, it does not completely rely upon the gas for support of the tire itself.
  • a measure of energy absorbed by a cured rubber sample being deflected under compression force as the difference between energy applied to compress the rubber and energy expended by the sample as it rebounds has been found to be important value in evaluating its ability to provide a tire tread which will reduce the tire's rolling resistance.
  • Such a measure or property of the rubber sample can be referred to as its loss compliance value.
  • the loss compliance value relates to energy absorbed, under test, at a constant stress amplitude. * Under such test, a block of cured compounded rubber is displaced at a relatively rapid frequency under continuous compression.
  • Tire tread traction is conventionally measured or evaluated by the tire's dry and/or wet skid resistance.
  • the wet skid resistance is considered to be a more sensitive measure of traction than dry skid resistance.
  • the dicyclopentadiene resin used in this invention can conveniently be prepared by ring-open polymerizing dicyclopentadiene in the presence of a suitable catalyst such as tungsten hexachloride with an appropriate cocatalyst such as, for example, tetrabutyl tin.
  • a suitable catalyst such as tungsten hexachloride with an appropriate cocatalyst such as, for example, tetrabutyl tin.
  • an organic solvent such as benzene, toluene or cyclohexane and its molecular weight can be regulated by conventional ring-opening polymerization process such as with an acyclic olefin, for example, 1-hexene.
  • Various carbon blacks can be used for purpose of this invention representative of which are, for example, intermediate super abrasion furnace black (N220) sometimes referred to as ISAF, super abrasion furnace black (N110) sometimes referred to as SAF, and high abrasion furnace black (N330) sometimes referred to as HAF.
  • ISAF intermediate super abrasion furnace black
  • N110 super abrasion furnace black
  • HAF high abrasion furnace black
  • oils compatible with rubber typically used but which are at least in part, replaced by the dicyclopentadiene resin are generally referred to as rubber processing oils.
  • oils are paraffinic, naphthenic, aromatic aromatic, pine tar and synthetic oils.
  • Tread stock of compounded rubber generally utilizes a synthetic rubber processing oil of the aromatic/naphthenic type.
  • the invention is illustrated by the accompanying drawing which is a perspective view of a vehicular rubber tire 1 with a cut-away section showing a cross- section of its tread 2, sidewalls 3 and supporting carcass plies 4.
  • the tire is shown as being mounted on a rim 5 and inflated.
  • the tread 2 is of the compounded rubber required by this invention, which may extend into the shoulder of the sidewall 3, in order to provide a mounted and inflated tire having good rolling resistance and traction.
  • the thickness of the rubber tread composition on the tire can vary over a reasonably considerable range depending upon a number of factors including the actual size of the tire and its intended use.
  • Rubber compositions were formulated to prepare an extruded tread stock comprised of the general recipe shown in Table 1.
  • Table 1 formulation A is experimental and represents the practice of this invention.
  • formulation B a control comprised of a more conventional formulation is shown.
  • Pneumatic tires of conventional construction (grooved tread, sidewalls, spaced beads, and supporting fabric-reinforced carcass) were built, shaped and cured in a conventional tire mold.
  • the tires were identified as Custom Polysteel BR78-13 passenger tires which indicate that they had a radial ply polyester cord-reinforced carcass with circumferential steel cord belts, similar to the drawing in this specification, except that the simplified drawing does not illustrate the belts and shows only simple grooves for the tread.
  • the tread rubber compound of the conventional control sample and experiment (B) was composed of 30 parts polybutadiene rubber and 96.25 parts butadiene/ styrene rubber which contained about 26.25 parts aromatic-type rubber processing oil. Thus, 70 parts butadiene/styrene rubber was used.
  • the compounds (A and B) shown in Table 1 were mixed, extruded and applied to a radial ply rubber tire carcass and accompanying sidewalls.
  • the tires A and B corresponding to tread compounds A and B were molded through shaping and curing under pressure to form the resulting vehicular tires.
  • the tires (A and B) were mounted on rims,inflated and submitted to testing.
  • the test values for the control were normalized to a value of 100 for comparison purposes.
  • the tire (A) with the experimental tread (A) was tested and its test values compared to the values of the control tire (B) and reported relative to the normalized values of 100 for the control as shown in Table 2.
  • the tire with the experimental tread (A) of this invention demonstrated equal rolling resistance with an improvement in wet traction.
  • the rolling resistance was determined by mounting the tire and allowing it to be turned by a 67 inch diameter dynamometer under about 80 percent of its rated load at a rate equivalent to a vehicular speed of 50mph and the drag force measured. The test is believed to be somewhat standard.
  • the skid resistance was a standard test in which the tires (A and B) are mounted on an axle of a weighted, drawn trailer at various speeds and brakes of the trailer applied and skid force (peak and slide) measured and compared to a control.
  • the energy efficiency was compared by actually measuring quantity of fuel used in propelling an automobile using the tire and was noticeably about the same for the two tires.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Tires In General (AREA)
EP82630031A 1981-04-09 1982-04-06 Pneu Expired EP0063092B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US25263681A 1981-04-09 1981-04-09
US252636 1981-04-09

Publications (2)

Publication Number Publication Date
EP0063092A1 true EP0063092A1 (fr) 1982-10-20
EP0063092B1 EP0063092B1 (fr) 1985-05-15

Family

ID=22956881

Family Applications (1)

Application Number Title Priority Date Filing Date
EP82630031A Expired EP0063092B1 (fr) 1981-04-09 1982-04-06 Pneu

Country Status (8)

Country Link
EP (1) EP0063092B1 (fr)
JP (1) JPS57178906A (fr)
AU (1) AU552404B2 (fr)
BR (1) BR8201720A (fr)
CA (1) CA1171189A (fr)
DE (1) DE3263506D1 (fr)
ES (1) ES510902A0 (fr)
ZA (1) ZA822089B (fr)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5569716A (en) * 1994-06-02 1996-10-29 Idemitsu Petrochemical Co., Ltd. Rubber composition
US6201059B1 (en) 1999-08-19 2001-03-13 The Goodyear Tire & Rubber Company Pneumatic tire having a tread containing dicyclopentadiene/beta-pinene resin
US6228944B1 (en) 1999-06-24 2001-05-08 The Goodyear Tire & Rubber Company Polymeric resinous material derived from limonene, dimethyl-dicyclopentadiene, indene and vinyl toluene
US6242550B1 (en) 1999-05-07 2001-06-05 The Goodyear Tire & Rubber Company Polymeric dimethyl- dicyclopentadiene/limonene resin
US6245873B1 (en) 1999-02-09 2001-06-12 The Goodyear Tire & Rubber Company Polymeric dicyclopentadiene/limonene resin
US6265478B1 (en) 1999-08-18 2001-07-24 The Goodyear Tire & Rubber Company Polymeric resinous material derived from limonene dicyclopentadiene indene and alpha-methyl styrene
US6274685B2 (en) 1999-02-16 2001-08-14 The Goodyear Tire & Rubber Company Polymeric resinous material derived from limonene, dicyclopentadiene and tertiary-butyl styrene
US6357499B1 (en) 1998-10-02 2002-03-19 The Goodyear Tire & Rubber Company Polymeric resinous material derived from limonene, dicyclopentadiene, indene and tertiary-butyl styrene
WO2002026857A1 (fr) * 2000-09-25 2002-04-04 Lord Corporation Polymerisation par metathese pour contact
US6960272B1 (en) 1998-12-11 2005-11-01 Lord Corporation Contact metathesis polymerization
US7025851B2 (en) 1998-12-11 2006-04-11 Lord Corporation Contact metathesis polymerization
CN104334368A (zh) * 2012-05-25 2015-02-04 埃克森美孚化学专利公司 基于二环戊二烯的树脂组合物以及由其制造的制品

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61148249A (ja) * 1984-12-21 1986-07-05 Maruzen Sekiyu Kagaku Kk ゴム組成物ならびにその配合材
AU576440B2 (en) * 1986-02-08 1988-08-25 Bridgestone Corporation Rubber resin compositions
JP4815132B2 (ja) * 2005-01-24 2011-11-16 株式会社ブリヂストン コンベアベルト用ゴム組成物、コンベアベルトカバー用ゴム及びコンベアベルト
JP7346158B2 (ja) * 2019-08-22 2023-09-19 Ｅｎｅｏｓ株式会社 含硫黄不飽和炭化水素重合体およびその製造方法、ゴム用添加剤、ゴム組成物、ならびにタイヤ

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3927144A (en) * 1970-02-20 1975-12-16 Bridgestone Tire Co Ltd Elastomer composition
JPS53115763A (en) * 1977-03-18 1978-10-09 Kanegafuchi Chem Ind Co Ltd Composition comprising non-crystalline dicyclopentadiene ring-opened polymer and rubber

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3927144A (en) * 1970-02-20 1975-12-16 Bridgestone Tire Co Ltd Elastomer composition
JPS53115763A (en) * 1977-03-18 1978-10-09 Kanegafuchi Chem Ind Co Ltd Composition comprising non-crystalline dicyclopentadiene ring-opened polymer and rubber

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 90, no. 8, 19 February 1979, Columbus, Ohio, US; abstract no. 56115S, page 60; *

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5569716A (en) * 1994-06-02 1996-10-29 Idemitsu Petrochemical Co., Ltd. Rubber composition
US6357499B1 (en) 1998-10-02 2002-03-19 The Goodyear Tire & Rubber Company Polymeric resinous material derived from limonene, dicyclopentadiene, indene and tertiary-butyl styrene
US7025851B2 (en) 1998-12-11 2006-04-11 Lord Corporation Contact metathesis polymerization
US6962729B2 (en) 1998-12-11 2005-11-08 Lord Corporation Contact metathesis polymerization
US6960272B1 (en) 1998-12-11 2005-11-01 Lord Corporation Contact metathesis polymerization
US6973949B1 (en) 1998-12-11 2005-12-13 Lord Corporation Tire laminate bonded by contact metathesis
US6300448B2 (en) 1999-02-09 2001-10-09 The Goodyear Tire & Rubber Company Polymeric dicyclopentadiene/limonene resin
US6245873B1 (en) 1999-02-09 2001-06-12 The Goodyear Tire & Rubber Company Polymeric dicyclopentadiene/limonene resin
US6300449B2 (en) 1999-02-09 2001-10-09 The Goodyear Tire & Rubber Company Polymeric dicyclopentadiene/limonene resin
US6274685B2 (en) 1999-02-16 2001-08-14 The Goodyear Tire & Rubber Company Polymeric resinous material derived from limonene, dicyclopentadiene and tertiary-butyl styrene
US6281317B1 (en) 1999-05-07 2001-08-28 The Goodyear Tire & Rubber Company Polymeric dimethyl-dicyclopentadiene/limonene resin
US6242550B1 (en) 1999-05-07 2001-06-05 The Goodyear Tire & Rubber Company Polymeric dimethyl- dicyclopentadiene/limonene resin
US6228944B1 (en) 1999-06-24 2001-05-08 The Goodyear Tire & Rubber Company Polymeric resinous material derived from limonene, dimethyl-dicyclopentadiene, indene and vinyl toluene
US6265478B1 (en) 1999-08-18 2001-07-24 The Goodyear Tire & Rubber Company Polymeric resinous material derived from limonene dicyclopentadiene indene and alpha-methyl styrene
US6316567B1 (en) 1999-08-18 2001-11-13 The Goodyear Tire & Rubber Company Polymeric resinous material derived from limonene, dicyclopentadiene, indene and alpha-methyl styrene
US6348539B1 (en) 1999-08-19 2002-02-19 The Goodyear Tire & Rubber Company Pneumatic tire having a tread containing dicyclopentadiene/beta-pinene resin
US6201059B1 (en) 1999-08-19 2001-03-13 The Goodyear Tire & Rubber Company Pneumatic tire having a tread containing dicyclopentadiene/beta-pinene resin
WO2002026857A1 (fr) * 2000-09-25 2002-04-04 Lord Corporation Polymerisation par metathese pour contact
EP1605006A1 (fr) * 2000-09-25 2005-12-14 Lord Corporation Polymérisation métathétique de contact
CN104334368A (zh) * 2012-05-25 2015-02-04 埃克森美孚化学专利公司 基于二环戊二烯的树脂组合物以及由其制造的制品
CN107629478A (zh) * 2012-05-25 2018-01-26 埃克森美孚化学专利公司 基于二环戊二烯的树脂组合物以及由其制造的制品
US9909004B2 (en) 2012-05-25 2018-03-06 Exxonmobil Chemical Patents Inc. Dicyclopentadiene based resin compositions and articles manufactured therefrom
CN107629478B (zh) * 2012-05-25 2020-05-08 埃克森美孚化学专利公司 基于二环戊二烯的树脂组合物以及由其制造的制品

Also Published As

Publication number Publication date
CA1171189A (fr) 1984-07-17
DE3263506D1 (en) 1985-06-20
ZA822089B (en) 1983-02-23
ES8308502A1 (es) 1983-08-16
AU8239482A (en) 1982-10-14
JPS57178906A (en) 1982-11-04
EP0063092B1 (fr) 1985-05-15
AU552404B2 (en) 1986-05-29
ES510902A0 (es) 1983-08-16
BR8201720A (pt) 1983-02-22

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